One thing that drove me nuts was that you could find maternity business wear, bathing suits, and even formal gowns, but nursing-specific clothing was basically t-shirts and bras with a few nightgowns.
I can still remember the all-day annual meeting I attended with a few-weeks-old baby (a secretary who knew us personally stayed with her in a nearby room and I came out during breaks to nurse): the only outfit I could find with nursing potential was Pepto-Bismol pink with a satin gross-grain ribbon lining the nursing flap. Me in a room full of dark-suited men, in that dress.
But the pumping options were even worse back then, so this was the best solution I could find.